Markovnikov-Selective Hydroboration of Vinylarenes Catalyzed by a Cobalt(II) Coordination Polymer

被引：38

作者：

Zhang, Guoqi ^{[1
,2
]}

Wu, Jing ^{[1
,2
,3
]}

Li, Sihan ^{[1
,2
,3
]}

Cass, Sean ^{[1
,2
]}

Zheng, Shengping ^{[3
]}

机构：

[1] CUNY, John Jay Coll, Dept Sci, New York, NY 10019 USA

[2] CUNY, Grad Ctr, PhD Program Chem, New York, NY 10019 USA

[3] CUNY, Hunter Coll, Dept Chem, New York, NY 10065 USA

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 24期

关键词：

ASYMMETRIC HYDROBORATION; ALKENE HYDROBORATION; TRANSFER HYDROGENATION; IRON; ALKYLATION; COMPLEXES; AMINES; REGIO; CHEMO; C=O;

D O I：

10.1021/acs.orglett.8b03431

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly efficient and practical hydroboration of alkenes has been catalyzed by an inexpensive and air-stable cobalt(II) coordination polymer (CP) in the presence of KO'Bu. Complete conversion of alkenes to alkylboronates were performed within just 5 min with low catalyst loading (0.025 mol %), achieving the record high turnover frequencies of up to 47 520 h(-1). For a range of vinylarenes, unusual Markovnikov selectivity was observed.

引用

页码：7893 / 7897

页数：5

共 50 条

[21] Markovnikov-Selective Hydroboration of Olefins Catalyzed by a Copper N-Heterocyclic Carbene Complex (vol 38, pg 3322, 2019)
DiBenedetto, Tarah A.
Parsons, Astrid M.
Jones, William D.
ORGANOMETALLICS, 2020, 39 (20) : 3768 - 3769
[22] Bottleable NiCl2(dppe) as a catalyst for the Markovnikov-selective hydroboration of styrenes with bis(pinacolato)diboron
Hashimoto, Toru
Ishimaru, Toshiya
Shiota, Keisuke
Yamaguchi, Yoshitaka
CHEMICAL COMMUNICATIONS, 2020, 56 (78) : 11701 - 11704
[23] Ruthenium-Catalyzed Anti-Markovnikov Selective Hydroboration of Olefins
Kisan, Sesha
Krishnakumar, Varadhan
Gunanathan, Chidambaram
ACS CATALYSIS, 2017, 7 (09): : 5950 - 5954
[24] Cobalt-Catalyzed Alkyne Hydrosilylation and Sequential Vinylsilane Hydroboration with Markovnikov Selectivity
Zuo, Ziqing
Yang, Ji
Huang, Zheng
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (36) : 10839 - 10843
[25] Intermolecular Markovnikov-Selective Hydroacylation of Olefins Catalyzed by a Cationic Ruthenium-Hydride Complex
Kim, Junghwa
Yi, Chae S.
ACS CATALYSIS, 2016, 6 (05): : 3336 - 3339
[26] The Mechanism of Markovnikov-Selective Epoxide Hydrogenolysis Catalyzed by Ruthenium PNN and PNP Pincer Complexes
Head, Marianna C.
Joseph, Benjamin T.
Keith, Jason M.
Chianese, Anthony R.
ORGANOMETALLICS, 2023, 42 (05) : 347 - 356
[27] Markovnikov-Selective Cobalt-Catalyzed Wacker-Type Oxidation of Styrenes into Ketones under Ambient Conditions Enabled by Hydrogen Bonding
Abuhafez, Naba
Ehlers, Andreas W.
de Bruin, Bas
Gramage-Doria, Rafael
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (03)
[28] Markovnikov-selective double hydrosilylation of challenging terminal aryl alkynes under cobalt and iron catalysis
Banach, Lukasz
Brykczynska, Daria
Gorczynski, Adam
Wyrzykiewicz, Bozena
Skrodzki, Maciej
Pawluc, Piotr
CHEMICAL COMMUNICATIONS, 2022, 58 (99) : 13763 - 13766
[29] 4-Cyanopyridine-catalyzed anti-Markovnikov selective hydroboration of alkenes
Xu, Rui
Lu, Guo-ping
Cai, Chun
NEW JOURNAL OF CHEMISTRY, 2018, 42 (20) : 16456 - 16459
[30] Directing-Group-Assisted Markovnikov-Selective Hydrothiolation of Styrenes with Thiols by Photoredox/Cobalt Catalysis
Xiao, Qian
Zhang, Hong
Li, Jing-Hong
Jian, Jing-Xin
Tong, Qing-Xiao
Zhong, Jian-Ji
ORGANIC LETTERS, 2021, 23 (09) : 3604 - 3609

← 1 2 3 4 5 →